77871-93-3Relevant academic research and scientific papers
Agents Acting on CNS: Part XXXI - Synthesis of 2-Substituted 1,2,3,5,11,11a-Hexahydro-6H-imidazopyridoindoles
Kumar, Naresh,Dhaon, Madhup K.,Agrawal, Shiv K.,Saxena, Anil K.,Jain, Padam C.,Anand, Nitya
, p. 1087 - 1088 (2007/10/02)
The title compounds have been prepared starting from methyl 1,2,3,4-tetrahydropyridoindole-3-carboxylate (1).Treatment of 1 with methanolic solution of ammonia and methylamine affords the amides 5 and 6 respectively which furnish the corresponding amines 9 and 10 by LiAlH4 reduction. 5 and 6 on treatment with HCHO gives 2-substituted oxoimidazopyridoindoles (7,8) while 9 and 10 give imidazopyridoindoles (11,12).Treatment of 9, 10 with carbon disulphide gives the 3-thio derivates (13,14). 9 on condensation with γ-chloro-p-fluorobutyrophenone furnishes 15, which on ring closure with HCHO affords 2-γ-(p-fluorobenzoyl)propyl-1,2,3,5,11,11a-hexahydroimidazopyridoindole (16).None of these compounds exhibits any noteworthy biological activity.
